1.

Optically active 2-iodobutane on treatment wit NaI in acetone gives a product which does not show optical activity. Expalain.

Answer»

Solution :OPTICALLY active 2-iodobutane on treatment with NaI in acetone undergoes racemization and HENCE the product does not show optical activity as explained below:
When optically active 21-iodobutane (I) is treated with `I^(-)` ion, it undergoes WALDEN inversion (`S_(N)2` raction) to give 2-iodobutane (II) which is the enantiomer of (I). Now 2-iodobutane (II) undergoes Walden inversion to give enantiomer (I). As a RESULT of repetition of these two Walden inversion, ultimately a 50:50 mixture of the two enantiomers is obtained


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